Tetrahedron p. 12047 - 12068 (1995)
Update date:2022-07-30
Topics:
Jendralla, Heiner
Seuring, Bernhard
Herchen, Joerg
Kulitzscher, Bernd
Wunner, Joachim
et al.
Potent thrombin inhibitor 2 is prepared in 10 steps with 20percent overall yield from commercial 4 on a kg-scale by the convergent approach depicted in Schemes 1 and 2.The (R)-configuration of the 4-amidinophenylalanine piperidide moiety is controlled by asymmetric hydrogenation.A novel method, the hydrogenolysis of amidoximes 11 and 21, is employed to attain a particularly clean transformation of the cyano into the amidinium functionality.Despite of the amorphous nature of target compound 2, the approach is devoid of any chromatographic purification.
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Doi:10.1557/JMR.2000.0090
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